Chicago's Hidden Gems: Streeterville, Lakefront & the Magnificent Mile Audio Tour
About this activity
- Audio tour
- Yes
- Audio language
- English
- Route length
- 4 km
- Instant confirmation
- Yes
- Duration
- 2h
AI generated tour
This tour was generated by AI in real-time, offering you diverse and customizable content while maintaining high quality at an affordable price.
Instant access on your smartphone
After purchase, open the tour from the link we send you. No app is required.
Explore at your pace
Start, pause, and continue the tour whenever you like.
Online or offline
Listen online in your browser or download the tour and tickets in the WeGoTrip app for offline access.
Listen to sample
Hosted by WeGoTrip
- You'll receive a self-guided audio tour right after booking
- •Embark on the In-App Audio Tour to explore the hidden gems of Chicago
- •Stroll along the Streeterville, Lakefront Trail, and the iconic Magnificent Mile
- •Trace the steps of Captain Streeter and learn about the battle at his 'castle'
- •Gaze at the historic Water Tower and reveal its dark tragic stories
- •See the places of hangouts and crimes of mobsters in the roaring 1920's
Delve into the enchanting streets of Chicago with this in-app audio tour, tailored for explorers keen to uncover the secrets of Streeterville, absorb the beauty of the Lakefront Trail, and indulge in the buzz of the Magnificent Mile. Perfect for anyone with a curious mind and a thirst for urban tales, this tour is your audio compass to the jewel of the Midwest.
The journey begins at the bustling DuSable Bridge, gradually meandering through the historic Streeterville, alongside the sandy shores of Lake Michigan, and culminating amidst the grandeur of the Magnificent Mile, at the historic Green Door Tavern where mobsters used to hang out. Along the route, you'll be guided to iconic sites like the venerable Water Tower, the plush Oak Street Beach, and the towering John Hancock Building, all while unraveling the layers of Chicago's storied past.
This walking expedition promises to paint pictures of disastrous shipwrecks, draw you into legendary battles, and place you in the footsteps of the city's most influential gangsters. By the end of this adventure, you will have not just traversed Chicago’s grand avenues but journeyed through the very history and heart that pulse beneath its surface.
What's included
- Downloadable self-guided audio tour via the WeGoTrip app
- Detailed route from stop to stop with live GPS map on your smartphone
- Earphones are not included — please bring your own
- Tickets to the attractions along the way are not included
Cancellation policies vary according to activity type. Please check the conditions of your required activity Self-guided audio tour.
Frequently asked questions
Do I need the internet during the tour?
No. Download the tour in the WeGoTrip app in advance — it then works fully offline.
Do I need an app?
Yes. After purchase you get a link to download the free WeGoTrip app, where you take the tour.
What language is the audio guide in?
The audio guide is available in English.
How long does the tour take?
The tour takes about 2h.
Is the tour suitable for children?
Yes. The self-guided format lets you go at your own pace, which works well for families.
Can I cancel my purchase?
Contact WeGoTrip support — refund conditions depend on the specific ticket.



